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  #1  
Old 04-25-2007, 05:14 PM
TomK TomK is offline
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Default Hotmail email delivery issues...

Since some of our customers are having issues delivering email to Hotmail, and we've been pulling out our hair trying to figure out what is going on, I'd thought I'd post something here, and keep this thread up top to help others out - customers or competitors alike.

Various threads and links taken off NANOG list:

->
Does anyone have a clue why hotmail is appearantly blocking certain IP ranges ?

I provided a new server for a customer in his own IP subnet which is a part of a /20 we announce, but for some reason all mail sent to @hotmail.com addresses disappears.

He has another server in a /24 we announce which is still part of another network and that works like a charm.

None of our subnets are blacklisted in any spamfilter I can find, so i'm a bit puzzeled on what's up here.

If any hotmail netadmin is reading this list, can you please check if 81.26.212.0/26 is blocked in any way (It's part of 81.26.208.0/20 originating from AS39556)

According to the mailserver logs all the mail is properly accepted by the hotmail relays, never to be seen again after that.

->
I've had the same issue with hotmail when email originates from
208.127.57.0/24. any mail sent from a server within that netblock is
properly accepted by hotmail, given a queue id, but disappears and is
never delivered.

if anyone from hotmail has a clue as to what's going on, it would be
appreciated.

thanks much ...

->
hotmail reportedly installed some new spam control lately.
many ISPs and ESPs are reporting problems similar to what you describe
(my employer is having such deliverability problems, for one.)

SPF records, signing up for the MSN/Hotmail feedback loop, and opening
a ticket with hotmail support are all things you can do. effectiveness
is not guaranteed, and it's taking hotmail 3-4 days to respond to new
tickets, they appear to be swamped.

->

Yeah, Hotmail's spam filtering recently got very aggressive. The short
version is that they are being pounded so hard by botnets and other
malicious spam/phish delivery vectors that IPs that have never sent
mail to Hotmail users start out with a negative reputation in
Hotmail's eyes.

Some info (admittedly, not too detailed, but it's all I could find handily):

http://tinyurl.com/38qutc
http://tinyurl.com/2meoqk
http://tinyurl.com/2ror2q

Short version of what can be done:
- Ensure any host sending mail has working forward/reverse DNS.
- Start signing mail with Sender ID.
- Contact Hotmail here: http://tinyurl.com/2byyts
- Wait and hope for a response.

It's impacting a lot of folks right now, from what I can see. Hotmail
has been very slow to address (or even respond) in some instances. I
theorize that this is because they are receiving a lot of contact
about this issue, but certainly don't know that for sure.

I'll update this as I read more/learn more/etc.
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  #2  
Old 05-07-2007, 10:43 PM
xpld
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Default Re: Hotmail email delivery issues...

I emailed hotmail about this issue (I'm experiencing it too), and this is the response I got back:

Quote:
Hello xxxx,


As per our technical standards documentation at
http://postmaster.msn.com/troubleshooting.aspx “We may not accept e-mail
from senders who fail a reverse-dns lookup.” At this time you are
currently failing a reverse-dns lookup on your IP address. As well this
is a technical violation of RFC1912 2.1

I shall include a copy of the error and a link for your reference.

[myip] PTR record: unknown75.107.234.205.defenderhosting.com.
[TTL 10800s] [A=None] *ERROR* There is no A record for
unknown75.107.234.205.defenderhosting.com. (may be negatively cached).

http://www.dnsstuff.com/tools/ptr.ch?ip=[myip]



Thank you,
Matt
Windows Live Hotmail Domain Support
Is this anything I can fix on my VPS, or is it something PowerVPS has to fix?
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  #3  
Old 05-08-2007, 06:28 AM
DeanClinton DeanClinton is offline
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Default Re: Hotmail email delivery issues...

Contact support, and ask them to set the rDNS to the same as the hostname of the VPS
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  #4  
Old 05-08-2007, 07:51 AM
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winger winger is offline
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Default Re: Hotmail email delivery issues...

Quote:
Originally Posted by xpld View Post
I emailed hotmail about this issue (I'm experiencing it too), and this is the response I got back:

Is this anything I can fix on my VPS, or is it something PowerVPS has to fix?
I am sorry, but this is not the only reason, I have the rDNS in all my IPs and
I am not able to send emails to hotmail too.
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  #5  
Old 05-08-2007, 01:38 PM
xpld
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Default Re: Hotmail email delivery issues...

Way ahead of you. They did the changes last night, but I still can't send mail to hotmail, though they did mention it could take a bit for the DNS to update.

One of the sites hosted in my VPS (a relatives) was able to send mail to me in hotmail this morning.. but their mail wasn't configured until after support made the changes. Hoping sometime today mine will work too.
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  #6  
Old 05-09-2007, 12:08 AM
xpld
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Angry Re: Hotmail email delivery issues...

I sent a random keystroke email to myself from hotmail.
I responded to it, went through.

I created a NEW email and sent it to myself in hotmail, never made it. No bounce, no error.

I've been talking to one of them over email about this and here's the latest response:
Quote:
What software are you using to send mail Via POP? I would like to remind
you bulk senders must have a dedicated mail server with attendant MX
records and DNS entries. So certain single user software’s could have
issues with sending mail to the Hotmail Domain.
Firstly, I am not sending bulk mail!
I am not a reseller, so nobody in my account is sending bulk mail either.
Secondly, on my previous host (Godaddy) - I had no problems sending mail from my domain, to hotmail.

It seems as though hotmail has beef with PowerVPS' mail configuration for whatever reason.

The hotmail tech has also confirmed my previous error (as posted above) had been rectified and that I should be able to send mail to hotmail customers now.

What I will never understand is, why hotmail isn't rejecting these messages. They seem to accept them and delete them before they even reach the recipient account. But why?
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  #7  
Old 05-09-2007, 08:19 AM
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winger winger is offline
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Default Re: Hotmail email delivery issues...

some informations to try to help you:

Quote:
Originally Posted by xpld View Post
Firstly, I am not sending bulk mail!
I am not a reseller, so nobody in my account is sending bulk mail either.
Secondly, on my previous host (Godaddy) - I had no problems sending mail from my domain, to hotmail.
I am not sending bulk mail too, I have just a few accounts and with my main account with a dedicated IP I have the same problem

how long you leave godaddy? this error is new

Quote:
Originally Posted by xpld View Post
It seems as though hotmail has beef with PowerVPS' mail configuration for whatever reason.
no way, the problem is not with powervps, I have the same problem with 3 others hosts.

Quote:
Originally Posted by xpld View Post
What I will never understand is, why hotmail isn't rejecting these messages. They seem to accept them and delete them before they even reach the recipient account. But why?
sorry, but you really want to understant MS? I give up

I spent two days in google seeking solutions and I didn't find anything that works.

it seems that they want the email server to have a dedicated IP, it seems that they don't want to accept to share IPs between mail and http
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  #8  
Old 05-09-2007, 05:17 PM
xpld
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Default Re: Hotmail email delivery issues...

Quote:
Originally Posted by winger View Post
how long you leave godaddy? this error is new
I left Godaddy on Friday evening / Saturday morning (between 11pm and 2am) last week.
Until then, I had no problems sending mail to hotmail.


Quote:
I spent two days in google seeking solutions and I didn't find anything that works.
Ditto. I found a lot of things, but it's all people with the same issue that never found resolution.

Quote:
it seems that they want the email server to have a dedicated IP, it seems that they don't want to accept to share IPs between mail and http
I'm not sure I understand this, they want us to have 1 Ip for our website, and 1 IP for our mail?
What's the point of that. From my understanding you only need special things on your server if you're sending bulk mail.

Last night, the hotmail guy had me send test emails to them. He confirmed one made it to the inbox, the other the junk mail folder. No explanation why, just something "we'll look into and get back to you".
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  #9  
Old 05-23-2007, 08:44 PM
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vps-vince vps-vince is offline
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Default Re: Hotmail email delivery issues...

Seems the problem is very widespread, and still unresolved by M$

http://www.circleid.com/posts/hotmail_running_own_smtp/

- Vince
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  #10  
Old 08-13-2007, 10:57 AM
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albatroz albatroz is offline
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Lightbulb Re: Hotmail email delivery issues...

Thanks for the summary, I will post a Spanish version of it on my Blog.
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